1623+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. South Carolina
  3. Charleston
  4. Kiawah Island

Kiawah Island pickleball Stays, Resort Rentals, & Homes

About Kiawah Island Vacation Rentals

Discover over 1623 amazing vacation rental options in Kiawah Island with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Kiawah Island.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 1954.43 ft², with prices averaging US $696 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Kiawah Island.

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Things to Know Before You Visit Kiawah Island

Kiawah Island is about an hour outside of Charleston so its an easy weekend beach getaway. Although its small, theres so much to do on this barrier island! There are nine miles of pristine beaches to enjoy, with stunning sunrises and sunsets.

Some of the best things to enjoy on your next vacation to Kiawah Island are:

  • Pack a picnic and travel down the beach to watch the sun rise. If you travel a few minutes off of Kiawah, theres plenty of quiet beaches.
  • Visit historic downtown Charleston! There are so many amazing buildings here, from plantation homes to American presidential residences.
  • Fishing is a popular activity at Kiawah Island, so be sure to bring your pole! There are many boat ramps around the island in which you can rent fishing boats.
  • Take advantage of everything Charleston has to offer! There are museums, parks, and plenty of great restaurants, anything you could ever want will be available to you.
  • If you travel a few minutes down the road from Kiawah, there are plenty of animal refuges. Visit the beautiful peacocks at Audubons Corkscrew Swamp Sanctuary or see alligators, turtles, and owls during your visit to Long Islands Cypress Gardens.
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Top Pickleball-Ready Accommodation Types in Kiawah Island

Type Count
Vacation Homes 883
Villas 359
Cottages 100
Holiday Apartments 2

Use these Quick Filters to Find a Vacation Rental in Kiawah Island

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Kiawah Island with PickleTrip™.

Weather in Kiawah Island, SC

View the weather forecast for Kiawah Island before booking your Kiawah Island Vacation Rentals to confirm your best time to go.

December - February
High 67°F       Low 47°F
March - May
High 81°F       Low 53°F
June - August
High 87°F       Low 74°F
September - November
High 84°F       Low 54°F

Top Attractions Around Kiawah Island, SC

PickleTrip offers a large selection of top attractions around Kiawah Island . Research things to do on your vacation before you visit Kiawah Island.


Beach
Ocean Course
The Ocean Course
The Resort Shop
Freshfields Village
Osprey Point Golf Course
Osprey Point
Turtle Point Golf Course
Cougar Point Golf Course
Night Heron Park
Port of Charleston Cruise Terminal
Charleston City Market
Patriots Point
College of Charleston
Waterfront Park
North Charleston Coliseum and Performing Arts Center
USS Yorktown
Magnolia Plantation and Gardens
Medical University of South Carolina
South Carolina Aquarium

Other Places to Stay in Kiawah Island, SC


Cougar Point Golf Course 1,733 Properties
The Ocean Course 1,712 Properties
Osprey Point 1,711 Properties
Beach 1,528 Properties
Turtle Point Golf Course 1,525 Properties
Night Heron Park 1,475 Properties
Freshfields Village 1,440 Properties
The Resort Shop 1,436 Properties
East Beach 520 Properties
West Beach 497 Properties
Vanderhorst Plantation 403 Properties
West Beach Village 131 Properties

Frequently Asked Questions About Kiawah Island?

What are the top vacation rentals, resorts, and hotels in Kiawah Island with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Kiawah Island. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Kiawah Island!

How many pickleball-ready properties have private pools in Kiawah Island?

Discover 231 accommodations with private or nearby pickleball courts in Kiawah Island. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Kiawah Island is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Kiawah Island? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Kiawah Island?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1623 properties listed in Kiawah Island in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

Nearby Neighborhood (4) 
Neighborhood Property Count
East Beach Vacation Rentals in Charleston, South Carolina 520
West Beach Vacation Rentals in Charleston, South Carolina 497
Vanderhorst Plantation Vacation Rentals in Charleston, South Carolina 403
West Beach Village Vacation Rentals in Charleston, South Carolina 131

People Also Ask

There are 1623 Kiawah Island, SC Vacation Rentals

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